5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)
CAS No.:949158-34-3
Molecular Formula:C₄₃H₅₄N₅O₁₀P
Molecular Weight:831.903
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

: 949158-33-2
5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 949158-34-3
5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

Guidance literature:: With N,N-diisopropylamine tetrazolide; In acetonitrile; at 20 ℃; for 8h;

Reference yield:

: 949158-26-3
N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

: 949158-34-3
5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 4 steps

1: methanol / 2 h / 20 °C / Inert atmosphere

2: triethylamine tris(hydrogen fluoride); triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: pyridine / 4 h / 20 °C / Inert atmosphere

4: N,N-diisopropylamine tetrazolide / acetonitrile / 8 h / 20 °C / Inert atmosphere

With N,N-diisopropylamine tetrazolide; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; pyridine; methanol; acetonitrile;
DOI:10.1021/jo101963z

Reference yield:

: 86988-35-4
3-benzoyl-1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4(1H,3H)-dione

: 949158-34-3
5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 5 steps

1: caesium carbonate / tert-butyl alcohol / 4 h / 20 °C / Inert atmosphere

2: methanol / 2 h / 20 °C / Inert atmosphere

3: triethylamine tris(hydrogen fluoride); triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4: pyridine / 4 h / 20 °C / Inert atmosphere

5: N,N-diisopropylamine tetrazolide / acetonitrile / 8 h / 20 °C / Inert atmosphere

With N,N-diisopropylamine tetrazolide; caesium carbonate; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; pyridine; methanol; acetonitrile; tert-butyl alcohol; 1: Michael condensation;
DOI:10.1021/jo101963z